CN106398274A - Synthetic process of pigment red 122 - Google Patents
Synthetic process of pigment red 122 Download PDFInfo
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- CN106398274A CN106398274A CN201510480863.8A CN201510480863A CN106398274A CN 106398274 A CN106398274 A CN 106398274A CN 201510480863 A CN201510480863 A CN 201510480863A CN 106398274 A CN106398274 A CN 106398274A
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- 238000000034 method Methods 0.000 title claims abstract description 29
- 239000000049 pigment Substances 0.000 title claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 238000009833 condensation Methods 0.000 claims abstract description 17
- 230000005494 condensation Effects 0.000 claims abstract description 16
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 14
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 13
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 13
- 239000011973 solid acid Substances 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 10
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 7
- 238000006482 condensation reaction Methods 0.000 claims abstract description 6
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 4
- 230000019612 pigmentation Effects 0.000 claims abstract description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- 238000003756 stirring Methods 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 239000007788 liquid Substances 0.000 claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 17
- 238000001914 filtration Methods 0.000 claims description 10
- 239000012295 chemical reaction liquid Substances 0.000 claims description 9
- 239000012065 filter cake Substances 0.000 claims description 9
- 230000007062 hydrolysis Effects 0.000 claims description 9
- 238000006460 hydrolysis reaction Methods 0.000 claims description 9
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 9
- 238000010792 warming Methods 0.000 claims description 9
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 7
- 239000000706 filtrate Substances 0.000 claims description 7
- 239000001384 succinic acid Substances 0.000 claims description 7
- 238000000354 decomposition reaction Methods 0.000 claims description 6
- 238000010790 dilution Methods 0.000 claims description 6
- 239000012895 dilution Substances 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- 230000000630 rising effect Effects 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 5
- 239000012467 final product Substances 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 238000012545 processing Methods 0.000 claims description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000012535 impurity Substances 0.000 claims description 3
- 239000013067 intermediate product Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 238000004806 packaging method and process Methods 0.000 claims description 3
- 238000010298 pulverizing process Methods 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- 239000002689 soil Substances 0.000 claims description 3
- 239000012043 crude product Substances 0.000 claims description 2
- 238000009413 insulation Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- MHKKFFHWMKEBDW-UHFFFAOYSA-N dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate Chemical compound COC(=O)C1CC(=O)C(C(=O)OC)CC1=O MHKKFFHWMKEBDW-UHFFFAOYSA-N 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 239000002699 waste material Substances 0.000 abstract description 4
- 239000003054 catalyst Substances 0.000 abstract description 3
- 238000005265 energy consumption Methods 0.000 abstract description 3
- 230000001590 oxidative effect Effects 0.000 abstract description 3
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 abstract description 3
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- LJRGBERXYNQPJI-UHFFFAOYSA-M sodium;3-nitrobenzenesulfonate Chemical compound [Na+].[O-][N+](=O)C1=CC=CC(S([O-])(=O)=O)=C1 LJRGBERXYNQPJI-UHFFFAOYSA-M 0.000 abstract 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 abstract 1
- 230000002860 competitive effect Effects 0.000 abstract 1
- 238000005260 corrosion Methods 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 10
- 239000002351 wastewater Substances 0.000 description 10
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 6
- 238000005868 electrolysis reaction Methods 0.000 description 6
- 150000004982 aromatic amines Chemical class 0.000 description 5
- 239000002912 waste gas Substances 0.000 description 5
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- PPSSQRUPSRPZON-UHFFFAOYSA-N nitrobenzene;sodium Chemical compound [Na].[O-][N+](=O)C1=CC=CC=C1 PPSSQRUPSRPZON-UHFFFAOYSA-N 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- AXTGDCSMTYGJND-UHFFFAOYSA-N 1-dodecylazepan-2-one Chemical compound CCCCCCCCCCCCN1CCCCCC1=O AXTGDCSMTYGJND-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000005416 organic matter Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229940005561 1,4-benzoquinone Drugs 0.000 description 1
- BZSXEZOLBIJVQK-UHFFFAOYSA-N 2-methylsulfonylbenzoic acid Chemical compound CS(=O)(=O)C1=CC=CC=C1C(O)=O BZSXEZOLBIJVQK-UHFFFAOYSA-N 0.000 description 1
- KSLLMGLKCVSKFF-UHFFFAOYSA-N 5,12-dihydroquinolino[2,3-b]acridine-6,7,13,14-tetrone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C(=O)C(C(=O)C1=CC=CC=C1N1)=C1C2=O KSLLMGLKCVSKFF-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- -1 arylamine salt Chemical class 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000007634 remodeling Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a synthetic process of pigment red 122, and belongs to the technical field of pigment synthesis. The process comprises the following steps: (1) carrying out a condensation reaction; (2) performing diluting, neutralizing and rake type drying; (3) carrying out a closing reaction; (4) performing hydrolyzing, pigmentation and drying to obtain the competitive product. The method has the beneficial effects that hydrogen peroxide is adopted to replace sodium m-nitrobenzenesulfonate, the hydrogen peroxide, dimethyl 1,4-cyclohexanedione-2,5-dicarboxylate and p-toluidine are subjected to oxidative condensation under an alkaline condition to prepare intermediate DTTA, the process conditions are mild, the energy consumption is low, the product is high in purity, and the problem that sodium m-nitrobenzenesulfonate is difficult to degrade is solved; a solid acid is adopted for replacing PPA for carrying out a closed-loop reaction, after the reaction is finished, the catalyst can be recycled, the method has the advantages of no corrosion on equipment, less emission of three wastes, low production cost and the like.
Description
Technical field
The present invention relates to a kind of pigment red 122 synthesis technique, belong to pigment synthesis technical field.
Background technology
The main production process of organic pigment red 122 has three kinds, and raw material or key intermediate difference by adopting are divided into halo terephthalic acid process, hydroquinones or 1,4-benzoquinone method and DMSS method.
(1) halo terephthalic acid process
2,5- dibromos or 2,5- dichloro can be obtained by paraxylene bromination or chlorination, be reoxidised into as corresponding terephthalic acid (TPA), be then condensed with aniline or derivative, closed loop preparation quinoline azone and its derivative.Its reaction equation is：
This technique is proposed by Sondoz company, and step is less, but there is the side reaction that arylamine is occurred with chlorine atom or-COOH, generally with the arylamine of double amount, with generation hydrogen chloride in wherein 50% arylamine, then separates arylamine salt recycled again.Its three wastes is big, and uses chlorine, and reaction is difficult to control；
(2) hydroquinones or benzoquinone's method
This technique is developed by BASF AG, it is to be reacted by Kolbe-schmidtrc by hydroquinones, prepare hydroquinones -2 from hydroquinones and carbon dioxide reaction, 5- dicarboxylic acids, then with arylamine in the presence of vanadic salts catalyst, it is condensed with sodium chlorate solution in methanol-water suspension media, then closed loop obtains linear trans quinacridone quinone in concentrated sulfuric acid.This product aluminium powder reduces in dilute sodium hydroxide and obtains final product, and weak point is raw material hydroquinones high cost, and pollutes environment, therefore industrial significance is little.
(3) succinic acid succinyl dimethyl ester (DMSS) method
DMSS is generated using dimethyl succinate self-condensation, then generates the double para-totuidine-terephthalic acid (TPA) of 2,5- with arylamine condensation, oxidation saponification, then closed loop becomes quinoline azone and its derivative.
This technique is proposed by CIBA, and rational technology is simple to operate.But oxidant is to adopt m-nitrobenzene sodium sulfonate, this chemicals is difficult biochemical treatment, and post processing is difficult.
Content of the invention
It is an object of the invention to solving existing deficiency, provide a kind of new pigment red 122 synthesis technique, this synthesis technique process conditions is gentle, less energy consumption, product purity is high, three waste discharge is also few, low production cost.
The technical solution adopted for the present invention to solve the technical problems is：
The synthesis technique of pigment red 122, described processing step is as follows：
(1) condensation reaction：First appropriate mass fraction 90-95% ethanol is added in condensation kettle, stirring, put into succinic acid succinyl dimethyl ester, again the para-totuidine having melted is added condensation kettle, add the hydrochloric acid of appropriate mass fraction 30%, temperature rising reflux, insulation 30-40min, is cooled to 48-50 DEG C, stops stirring, it is slowly added to the sodium hydroxide solution of appropriate mass fraction 30%, restart stirring, be warming up to 68-70 DEG C, drip the hydrogen peroxide of appropriate mass fraction 27%, time for adding 50-60min, completion of dropwise addition, reaction terminates；
(2) dilution, neutralization and rake are dried：Condensation liquid is proceeded to dilution kettle, is diluted with water, and add appropriate silicon bath soil, control temperature more than 50 DEG C, stirring, filters while hot, removes impurity removing, filtrate is collected to neutralizing tank, it is maintained at 40-45 DEG C, dropping hydrochloric acid adjusts pH value to 6.00-6.05, stirs, press filtration, filtrate is collected to residual liquid tank, dries up filter cake with compressed air, add water washing, is washed with water to water outlet clearly, then dries up, discharging, material is sent in rake type drier and is vacuum dried, obtain final product intermediate products DTTA；
(3) closed reaction：Solid acid is put in reactor, is warming up to 95-105 DEG C, slowly adds DTTA, temperature control, at 95-105 DEG C, stirs 30-45min, is warming up to 117 ± 1 DEG C, is incubated 20-30min, is cooled to 95-105 DEG C, filters out solid acid and apply mechanically, closed reaction liquid is waited to hydrolyze；
(4) hydrolysis, pigmentation and fine work are dried：A certain amount of water is previously added to hydrolytic decomposition pot, under stirring, closed reaction liquid is slowly added into hydrolytic decomposition pot, hydrolysis time controls in 20-30 minute, hydrolysis terminates stirring 20-30min, press filtration, Washing of Filter Cake is to pH4-5, crude product is put in reactor together with mass fraction 90-95% ethanol, 78-80 DEG C of temperature rising reflux certain time, cool to 48-50 DEG C, adjust pH7.0 with liquid caustic soda, stirring, press filtration, wash with water to neutrality, discharging, enter van-type and dry railway carriage or compartment drying, drying temperature controls at 75-80 DEG C, carry out after drying pulverizing blending packaging, finally obtain fine work.
Preferably, in step (1) condensation reaction, ethanol, succinic acid succinyl dimethyl ester, para-totuidine, hydrochloric acid, liquid caustic soda, the mass ratio of hydrogen peroxide are：31：214：206：238：516：125.
Preferably, in step (2), water and the mass ratio of condensation liquid are 1:1, diatomaceous consumption is the 10% of condensation liquid quality.
Preferably, in step (3) closed reaction, solid acid and the mass ratio that feeds intake of DTTA are：4:1.
Preferably, in step (4), the dosage of water is 3.8-4 times of closed reaction liquid quality；The consumption of ethanol is 4-5 times of filter cake quality.
The invention has the beneficial effects as follows：The present invention adopts hydrogen peroxide to replace m-nitrobenzene sodium sulfonate, oxidative condensation makes intermediate DTTA in the basic conditions with succinic acid succinyl dimethyl ester, para-totuidine, and process conditions are gentle, less energy consumption, product purity is high, solves the problems, such as that m-nitrobenzene sodium sulfonate degraded is difficult；PPA is replaced to carry out ring-closure reaction using solid acid, after reaction terminates, catalyst can have not etching apparatus with recycling use, and three waste discharge is few, the advantages of low production cost.
In the present invention, the waste water producing and exhaust-gas treatment mode are as follows：
(1) wastewater treatment
Waste water flow into input pH adjusting mixer, adjust pH=3.0 about after, enter mother liquor regulating reservoir mix, due to the change of pH, partial contamination thing Precipitation；With being pumped into filter press press filtration, remove the mud separating out.Filtrate enters light electrolysis liquid storage pool.With pump, waste water in light electrolysis storage pool is uniformly delivered to light electrolysis groove, waste water can substantially reduce mother liquor colourity through light electrolysis, the larger molecular organicses in degraded mother liquor, increase the biodegradability of waste water simultaneously；Enter sedimentation basin after waste water adjusts pH after light electrolysis and carry out reaction precipitation, remove insoluble suspension and the partly soluble inorganic salts that microelectrolysis process produces.
After light electrolysis, waste water pump is evenly supplied to IC anaerobic reactor, controls 32-36 DEG C of feeding temperature, is degraded further through the macromolecule contaminant in Anaerobic Treatment, waste water in system, removes part inorganic salts simultaneously.Anaerobism water water is after detesting heavy pond precipitation, waste water enters biological contact oxidation pond, biological contact oxidation pond principle is a kind of processing method using microorganism come the organic matter in degrading waste water, and the organic matter in water is consumed as the food of microorganism, and therefore the BOD in water can substantially reduce.Using the biomembranous action breaks organic pollution of apposition growth on biologic packing material, remove the pollutants such as COD and BOD.Usually mud in small, broken bits can be contained from the water that biochemistry pool overflows, separation of solid and liquid is carried out by radiation type precipitation pool.Clear liquid after desolventing technology, qualified discharge.
(2) exhaust-gas treatment
Waste gas：Produce point in each waste gas and be equipped with absorption plant, form house exhaust collection system.The waste gas of each workshop has carried out unified collection and has then accessed waste gas discharge house steward, and all kinds of waste gas concentrate discharge after processing through acid, alkali, activated carbon.
Specific embodiment
Below by specific embodiment, technical scheme is described in further detail.
Embodiment：
The synthesis technique of pigment red 122, reaction process is as follows：
Described processing step is as follows：
(1) condensation reaction：The ethanol of 124kg mass fraction 95% is added in condensation kettle, stirring, put into 856kg succinic acid succinyl dimethyl ester, again the para-totuidine having melted 824kg is added condensation kettle, add the hydrochloric acid of 952kg mass fraction 30%, temperature rising reflux, is incubated 30-40min, is cooled to 48-50 DEG C, stop stirring, it is slowly added to the sodium hydroxide solution of 2064kg mass fraction 30%, restarts stirring, be warming up to 68-70 DEG C, the hydrogen peroxide of dropping 500kg mass fraction 27%, time for adding 50-60min, completion of dropwise addition, reaction terminates；
(2) dilution, neutralization and rake are dried：Condensation liquid is proceeded to dilution kettle, the 5320kg that adds water dilutes, and add 53.2kg silicon bath soil, control temperature more than 50 DEG C, stirring, filters while hot, removes impurity removing, filtrate is collected to neutralizing tank, it is maintained at 40-45 DEG C, dropping hydrochloric acid adjusts pH value to 6-6.05, stirs, press filtration, filtrate is collected to residual liquid tank, dries up filter cake with compressed air, add water washing, is washed with water to water outlet clearly, then dries up, discharging, material is sent in rake type drier and is vacuum dried, obtain final product intermediate products DTTA；
(3) closed reaction：Solid acid is put in reactor, is warming up to 95-105 DEG C, slowly add DTTA, solid acid is 4 with the mass ratio of DTTA:1, temperature control, at 95-105 DEG C, stirs 30-45min, is warming up to 117 ± 1 DEG C, is incubated 20-30min, is cooled to 95-105 DEG C, filters out solid acid and apply mechanically, closed reaction liquid is waited to hydrolyze；
(4) hydrolysis, pigmentation and fine work are dried：The water of 3.8-4 times of closed reaction liquid quality is previously added to hydrolytic decomposition pot, under stirring, closed reaction liquid is slowly added into hydrolytic decomposition pot, hydrolysis time controls in 20-30 minute, hydrolysis terminates stirring 20-30min, press filtration, Washing of Filter Cake is to pH4-5, filter cake is put in reactor together with the ethanol of the mass fraction 90-95% of 4-5 times of quality, 78-80 DEG C of temperature rising reflux certain time, cool to 48-50 DEG C, adjust pH7.0 with liquid caustic soda, stirring, press filtration, wash with water to neutrality, discharging, enter van-type and dry railway carriage or compartment drying, drying temperature controls at 75-80 DEG C, carry out after drying pulverizing blending packaging, finally obtain fine work.
The pigment red 122 purity that above-described embodiment prepares reaches 95.8%, and outward appearance is in blue light red powder, heat resistance >=280 DEG C, light resistance 7-8 level, water solubles content≤1.0%.
Embodiment described above is one kind preferably scheme of the present invention, and not the present invention is made with any pro forma restriction, also has other variants and remodeling on the premise of without departing from the technical scheme described in claim.
Claims (5)
1. the synthesis technique of pigment red 122 is it is characterised in that described processing step is as follows：
(1) condensation reaction：First appropriate mass fraction 90-95% ethanol is added in condensation kettle, stirring, throw
Enter succinic acid succinyl dimethyl ester, then the para-totuidine having melted is added condensation kettle, add appropriate matter
The hydrochloric acid of amount fraction 30%, temperature rising reflux, it is incubated 30-40min, is cooled to 48-50 DEG C, stop stirring,
It is slowly added to the sodium hydroxide solution of appropriate mass fraction 30%, restart stirring, be warming up to 68-70 DEG C,
Drip the hydrogen peroxide of appropriate mass fraction 27%, reaction terminates；
(2) dilution, neutralization and rake are dried：Condensation liquid is proceeded to dilution kettle, is diluted with water, and add
Appropriate silicon bath soil, controls temperature more than 50 DEG C, and stirring is filtered while hot, removed impurity removing, filtrate is received
Collect to neutralizing tank, be maintained at 40-45 DEG C, dropping hydrochloric acid adjusts pH value to 6-6.05, stirs, press filtration,
Filtrate is collected to residual liquid tank, dries up filter cake with compressed air, and add water washing, is washed with water to water outlet
Clearly, then dry up, discharging, material is sent in rake type drier and is vacuum dried, obtain final product intermediate products DTTA；
(3) closed reaction：Solid acid is put in reactor, is warming up to 95-105 DEG C, slowly adds
DTTA, temperature control, at 95-105 DEG C, stirs 30-45min, is warming up to 117 ± 1 DEG C, insulation
20-30min, is cooled to 95-105 DEG C, filters out solid acid and applies mechanically, and closed reaction liquid is waited to hydrolyze；
(4) hydrolysis, pigmentation and fine work are dried：A certain amount of water is previously added to hydrolytic decomposition pot, stirs
Mix down, closed reaction liquid be slowly added into hydrolytic decomposition pot, hydrolysis time controls in 20-30 minute,
Hydrolysis terminates stirring 20-30min, press filtration, and Washing of Filter Cake to pH4-5, by crude product and mass fraction
90-95% ethanol is put in reactor together, 78-80 DEG C of temperature rising reflux certain time, cools to
48-50 DEG C, adjust pH7.0 with liquid caustic soda, stirring, press filtration, wash with water to neutrality, discharging, enter railway carriage or compartment
Formula dries railway carriage or compartment dries, and drying temperature controls at 75-80 DEG C, carries out pulverizing blending packaging, finally after drying
Obtain fine work.
2. the synthesis technique of pigment red 122 according to claim 1 is it is characterised in that step
(1) ethanol in condensation reaction, succinic acid succinyl dimethyl ester, para-totuidine, hydrochloric acid, liquid caustic soda, double
The mass ratio of oxygen water is：31：214：206：238：516：125.
3. the synthesis technique of pigment red 122 according to claim 1 is it is characterised in that step
(2) in, water and the mass ratio of condensation liquid are 1:1, diatomaceous consumption is the 10% of condensation liquid quality.
4. the synthesis technique of pigment red 122 according to claim 1 is it is characterised in that step
(3) in closed reaction, solid acid and the mass ratio that feeds intake of DTTA are：4:1.
5. the synthesis technique of pigment red 122 according to claim 1 is it is characterised in that it is special
Levy and be, in step (4), the dosage of water is 3.8-4 times of closed reaction liquid quality；The use of ethanol
Measure 4-5 times for filter cake quality.
Priority Applications (1)
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110204919A (en) * | 2019-07-18 | 2019-09-06 | 浙江永泉化学有限公司 | A kind of organic chemical industry's pigment production preparation facilities and method |
| CN118724736A (en) * | 2024-07-16 | 2024-10-01 | 杭州恺乐润化工有限公司 | A method for preparing quinacridone pigment intermediate 2,5-diarylamino-terephthalic acid |
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| US5856488A (en) * | 1996-05-10 | 1999-01-05 | Ciba Specialty Chemicals Corporation | Oxidation process for preparing quinacridone pigments |
| EP1516896A1 (en) * | 2003-09-22 | 2005-03-23 | Fuji Photo Film Co., Ltd. | Organic pigment fine-particle, and method of producing the same |
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| US5856488A (en) * | 1996-05-10 | 1999-01-05 | Ciba Specialty Chemicals Corporation | Oxidation process for preparing quinacridone pigments |
| EP1516896A1 (en) * | 2003-09-22 | 2005-03-23 | Fuji Photo Film Co., Ltd. | Organic pigment fine-particle, and method of producing the same |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110204919A (en) * | 2019-07-18 | 2019-09-06 | 浙江永泉化学有限公司 | A kind of organic chemical industry's pigment production preparation facilities and method |
| CN118724736A (en) * | 2024-07-16 | 2024-10-01 | 杭州恺乐润化工有限公司 | A method for preparing quinacridone pigment intermediate 2,5-diarylamino-terephthalic acid |
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